Silica immobilized nickel complex: An efficient and reusable catalyst for microwave-assisted one-pot synthesis of dihydropyrimidinones

Inorganic Chemistry Communications

Volumn 17, Issue , 2012, Pages 58-63

  Sharma, R K ^a   Rawat, Deepti ^a  

^a UNIVERSITY OF DELHI   (India)

Author keywords

Biginelli reaction; Dihydropyrimidinones; Microwave; Nickel complex; One pot; Silica

Indexed keywords

EID: 84857359463     PISSN: 13877003     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.inoche.2011.12.014     Document Type: Article

References (29)

1. A. Corma Inorganic Solid Acids and Their Use in Acid-Catalyzed Hydrocarbon Reactions Chem. Rev. 95 1995 559 614
2. A. Corma, and H. Garcia Organic reactions catalyzed over solid acids Catal. Today 38 1997 257 308 (Pubitemid 127412931)
3. P.T. Anastas, and J.C. Warner Green Chemistry: Theory and Practice 1998 Oxford University Press New York
4. R.K. Sharma, and D. Rawat An Efficient and Recyclable Silica Based Inorganic-Organic Hybrid Zinc Catalyst for Transesterification of β-Ketoesters J. Inorg. Organomet. Polym. 21 2011 619 626
5. R.K. Sharma, and C. Sharma Oxidative bromination reaction using Cu2+- perfluorophthalocyanine-immobilized silica gel catalyst under mild reaction conditions Tetrahedron Lett. 51 2010 4415 4418
6. R.K. Sharma, and D. Rawat Modified silico-tungstate: an easy and recyclable catalyst for acetylation of amines under solvent-free condition J. Inorg. Organomet. Polym. 20 2010 698 705
7. R.K. Sharma, and C. Sharma A highly efficient synthesis of oxindoles using a functionalized silica gel as support for indium(III) acetylacetonate catalyst in an aqueous- acetonitrile medium J. Mol. Catal. A: Chem. 332 2010 53 58
8. R.K. Sharma, and C. Sharma Zirconium(IV)-modified silica gel: preparation, characterization and catalytic activity in the synthesis of some biologically important molecules Catal. Commun. 12 2011 327 331
9. R.K. Sharma, D. Rawat, and P. Pant Synthesis, characterization and catalytic behaviour of silica supported zinc salicylaldimine complex J. Macromol. Sci. Part A Pure Appl. Chem. 45 2008 394 399 (Pubitemid 351456819)
10. C.O. Kappe Biologically active dihydropyrimidones of the Biginelli-type-a literature survey Eur. J. Med. Chem. 35 2000 1043 1052 (Pubitemid 32050011)
11. G.C. Rovnyak, K.S. Atwal, A. Hedberg, S.D. Kimball, S. Moreland, J.Z. Gougoutas, B.C. O' Reilly, J. Schwartz, and M.F. Malley Dihydropyrimidine Calcium Channel Blockers. 4. Basic 3-Substituted-4-aryl-1,4-dihydropyrimidine-5- carboxyAliccid Esters. Potent Antihypertensive Agents J. Med. Chem. 35 1992 3254 3263
12. G.C. Rovnyak, S.D. Kimball, B. Beyer, G. Cucinotta, J.D. Dimarco, J. Gougoutas, A. Hedberg, M. Malley, J.P. Mccarthy, R.A. Zhang, and S. Morreland Calcium Entry Blockers and Activators: Conformational and Structural Determinants of Dihydropyrimidine Calcium Channel Modulators J. Med. Chem. 38 1995 119 129
13. C. Liu, J. Wang, and Y. Li One-pot synthesis of 3,4-dihydropyrimidin- 2(1H)-(thio)ones using strontium(II) nitrate as a catalyst J. Mol. Catal. A: Chem. 258 2006 367 370 (Pubitemid 44354269)
14. 5-catalyzed Biginelli reaction: one-pot synthesis of 3,4-dihydropyrimidin-2-(1H)-ones/thiones under solvent-free conditions Tetrahedron Lett. 48 2007 5407 5409 (Pubitemid 47016604)
15. B.C. Ranu, A. Hajra, and U. Jana Indium(III) Chloride-Catalyzed One-Pot Synthesis of Dihydropyrimidinones by a Three-Component Coupling of 1,3-Dicarbonyl Compounds, Aldehydes, and Urea: An Improved Procedure for the Biginelli Reaction J. Org. Chem. 65 2000 6270 6272
16. Q. Sun, Y. Ge, Z. Wang, T. Cheng, and R. Li A highly efficient solvent-free synthesis of dihydropyrimidinones catalyzed by zinc chloride Synthesis 2004 1047 1051 (Pubitemid 38686139)
17. G. Salitha, G.S.K.K. Reddy, K.B. Reddy, and J.S. Yadav Vanadium(III) chloride catalyzed Biginelli condensation: solution phase library generation of dihydropyrimidin-(2H)-ones Tetrahedron Lett. 44 2003 6497 6499 (Pubitemid 36936949)
18. Y. Ma, C. Qian, L. Wang, and M. Yang Lanthanide triflate catalyzed biginelli reaction. one-pot synthesis of dihydropyrimidinones under solvent-free conditions J. Org. Chem. 65 2000 3864 3868 (Pubitemid 30395976)
19. A.S. Paraskar, G.K. Dewkar, and A. Sudalai Cu(OTf)2: a reusable catalyst for high- yield synthesis of 3,4-dihydropyrimidin-2(1H)-ones Tetrahedron Lett. 44 2003 3305 3308 (Pubitemid 36369455)
20. P. Salehi, M. Dabiri, M.A. Zolfigolc, and M.A.B. Fard Silica sulfuric acid: an efficient and reusable catalyst for the one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones Tetrahedron Lett. 44 2003 2889 2891 (Pubitemid 36324402)
21. J.K. Joseph, S.L. Jain, and B. Sain Ion exchange resins as recyclable and heterogeneous solid acid catalysts for the Biginelli condensation: An improved protocol for the synthesis of 3,4-dihydropyrimidin-2-ones J. Mol. Catal. A: Chem. 247 2006 99 102
22. J. Azizian, A.A. Mohammadi, A.R. Karimi, and M.R. Mohammadizadeh KAl(SO4)212H2O supported on silica gel as a novel heterogeneous system catalyzed biginelli reaction One-pot synthesis of di-hydropyrimidinones under solvent-free conditions Appl. Catal. A: Gen. 300 2006 85 88 (Pubitemid 41829593)
23. S.L. Jain, V.V.D.N. Prasad, and B. Sain Alumina supported MoO3: an efficient and reusable heterogeneous catalyst for synthesis of 3,4-dihydropyridine-2(1H)-ones under solvent free conditions Catal. Commun. 9 2008 499 503 (Pubitemid 350181619)
24. R.V. Yarapathi, S. Kurya, and S. Tammishetti Synthesis of 3,4-dihydropyrimidin-2(1H)ones using reusable poly(4-vinylpyridineAco- divinylbenzene)-Cu(II)complex Catal. Commun. 5 2004 511 513
25. J.S. Yadav, S.P. Kumar, G. Kondaji, R.S. Rao, and K. Nagaiah A novel L-proline catalyzed biginelli reaction: one-pot synthesis of 3,4-dihydropyrimidin-2(1H)- ones under solvent-free conditions Chem. Lett. 33 2004 1168 1169 (Pubitemid 39556097)
26. K.K. Pasunooti, H. Chai, C.N. Jensen, B.K. Gorityala, S. Wang, and X.W. Liu A microwave-assisted, copper-catalyzed three-component synthesis of dihydropyrimidinones under mild conditions Tetrahedron Lett. 52 2011 80 84
27. B. Liang, X. Wang, J.X. Wang, and Z. Dua New three-component cyclocondensation reaction: microwave assisted one-pot synthesis of 5-unsubstituted-3,4- dihydropyrimidin- 2(1H)-ones under solvent-free conditions Tetrahedron 63 2007 1981 1986 (Pubitemid 46136368)
28. B.S. Garg, R.K. Sharma, N. Bhojak, and S. Mittal Chelating resins and their applications in the analysis of trace metal ions Microchem. J. 61 1999 94 114
29. E.B. Mobofu, J.H. Clark, and D.J. Macquarrie A novel Suzuki reaction system based on a supported palladium catalyst Green Chem. 3 2001 23 25 (Pubitemid 33232456)